| Date | GM | Time | Visitor Team | S | Probable Starter | Home Team | S | Probable Starter | Location | Field | Blog | Wrap | Box | Play-By-Play |
| 05/23/2009 | 3 | 8:00 AM | Orlando Baseball Academy | 5 |
| Florida Diamond Pros 16U Gold | 4 |
Tyler Neville
| Lee County Sports Complex (Twins) | Field 2 |
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| 05/23/2009 | 16 | 2:00 PM | Florida Diamond Pros 16U Gold | 5 |
Jonathan Hernandez
| Palm Beach Elite | 1 |
| Cypress Lake High School | |
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| 05/24/2009 | 28 | 9:00 AM | Florida Diamond Pros 16U Gold | 2 |
Jesse Gonzalez
| West Florida Shockers | 9 |
| Terry Park | Mack |
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| 05/24/2009 | 43 | 4:30 PM | Florida Diamond Pros 16U Gold | 2 |
| RBI Cudas | 5 |
| Lee County Sports Complex (Twins) | Field 2 |
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